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Aminochlorination in Water: First Brønsted Acid-Promoted Synthesis of Vicinal Chloramines

Xue-Liang Wu and Guan-Wu Wang*

*Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, People's Republic of China, Email:

X.-L. Wu, G.-W. Wang, J. Org. Chem., 2007, 72, 9398-9401.

DOI: 10.1021/jo701957t


A practical, regio- and diastereoselective synthesis of vicinal chloramines from electron-deficient olefins and Chloramine-T is promoted by Brønsted acids in water. This novel protocol is efficient, mild, ecofriendly, and broadly applicable for the aminochlorination of various electron-deficient olefins including α,β-unsaturated ketones, cinnamate, and cinnamide.

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Key Words

Aminochlorination, Green Chemistry, Chloramine-T

ID: J42-Y2007-3800